RO81927B - Process for the preparation of 5-(dihydroxyphenoxy)-tetrazolyl - Google Patents
Process for the preparation of 5-(dihydroxyphenoxy)-tetrazolylInfo
- Publication number
- RO81927B RO81927B RO103484A RO10348481A RO81927B RO 81927 B RO81927 B RO 81927B RO 103484 A RO103484 A RO 103484A RO 10348481 A RO10348481 A RO 10348481A RO 81927 B RO81927 B RO 81927B
- Authority
- RO
- Romania
- Prior art keywords
- salts
- dihydroxyphenoxy
- preparation
- formula
- tetrazolyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- 238000002360 preparation method Methods 0.000 title abstract 2
- -1 5-(dihydroxyphenoxy)-tetrazolyl Chemical group 0.000 title 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 abstract 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 abstract 2
- JAMJMROSNVABHP-UHFFFAOYSA-N 3-(2H-tetrazol-5-yloxy)benzene-1,2-diol Chemical class OC1=CC=CC(OC=2NN=NN=2)=C1O JAMJMROSNVABHP-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
- C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D257/04—Five-membered rings
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/205—Heterocyclic compounds
- A23L27/2054—Heterocyclic compounds having nitrogen as the only hetero atom
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/30—Artificial sweetening agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Nutrition Science (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Seasonings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Inventia se refera la un procedeu pentru prepararea unor 5-(dihidroxifenoxi)-tetrazoli, cu formula generala I: (vezi formula) sau a unor amestecuri de izomeri al acestora. Procedeul consta în aceea ca, un compus cu formula II: (vezi formula) este demetilat prin tratare cu 2 la 5 mol de clorura de aluminiu anhidra în mediu de benzen, clorbenzen, toluen sau clorura de metilen la o temperatura între 60 degree C si temperatura de reflux, urmata de hidroliza cu o solutie de alcool în apa, compusul obtinut putîndu-se transforma în saruri în mod cunoscut sau, daca se obtin saruri în mod cunoscut sau, daca se obtin saruri, produsul poate fi pus în libertate în mod cunoscut.The invention relates to a process for the preparation of 5- (dihydroxyphenoxy) -tetrazoles of the general formula I (see formula) or mixtures of isomers thereof. The process consists in that a compound of formula II (see formula) is demethylated by treating with 2 to 5 moles of anhydrous aluminum chloride in benzene, chlorobenzene, toluene or methylene chloride at a temperature between 60 ° C and the reflux temperature, followed by hydrolysis with a solution of alcohol in water, the compound obtained being converted into salts in a known manner or, if known salts are obtained, or if salts are obtained, the product may be released freely known.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/123,859 US4309446A (en) | 1980-02-22 | 1980-02-22 | 5-(Dihydroxyphenoxy)tetrazoles and use as sweeteners for medical compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RO81927B true RO81927B (en) | 1983-05-30 |
| RO81927A RO81927A (en) | 1983-06-01 |
Family
ID=22411323
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RO110082A RO86246B (en) | 1980-02-22 | 1981-02-21 | Process for preparing 5-(dihidroxyphenoxy)-tetrazoles |
| RO81103484A RO81927A (en) | 1980-02-22 | 1981-02-21 | PROCESS FOR THE PREPARATION OF 5-DIHYDRO-PHENOXY-TETRAZOLE |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RO110082A RO86246B (en) | 1980-02-22 | 1981-02-21 | Process for preparing 5-(dihidroxyphenoxy)-tetrazoles |
Country Status (25)
| Country | Link |
|---|---|
| US (1) | US4309446A (en) |
| EP (1) | EP0034925B1 (en) |
| JP (1) | JPS56133274A (en) |
| KR (1) | KR840000499B1 (en) |
| AR (1) | AR225344A1 (en) |
| AT (1) | ATE3181T1 (en) |
| AU (1) | AU536205B2 (en) |
| BG (1) | BG35897A3 (en) |
| CA (1) | CA1153003A (en) |
| CS (1) | CS216950B2 (en) |
| DD (1) | DD156531A5 (en) |
| DE (1) | DE3160213D1 (en) |
| DK (1) | DK76981A (en) |
| ES (1) | ES499671A0 (en) |
| FI (1) | FI810525L (en) |
| GB (1) | GB2070599B (en) |
| GR (1) | GR73869B (en) |
| IL (1) | IL62175A (en) |
| NZ (1) | NZ196309A (en) |
| PH (1) | PH16216A (en) |
| PL (1) | PL125343B1 (en) |
| PT (1) | PT72540B (en) |
| RO (2) | RO86246B (en) |
| SU (1) | SU1066461A3 (en) |
| ZA (1) | ZA811114B (en) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4356207A (en) * | 1980-02-22 | 1982-10-26 | Eli Lilly And Company | Sweetening with 5-(dihydroxyphenoxy) tetrazoles |
| WO1989000563A1 (en) * | 1987-07-17 | 1989-01-26 | The Nutrasweet Company | High potency sweetening agents |
| JPH03500295A (en) * | 1988-07-12 | 1991-01-24 | ザ ヌトラスウィート カンパニー | strong sweetener |
| US5637618A (en) * | 1990-06-01 | 1997-06-10 | Bioresearch, Inc. | Specific eatable taste modifiers |
| ATE322831T1 (en) * | 2001-05-23 | 2006-04-15 | Nutricopia Inc | FROZEN NUTRITIONAL SWEETS AND METHOD FOR THE PRODUCTION THEREOF |
| US7033629B2 (en) | 2001-08-31 | 2006-04-25 | Nutricopia Inc. | Nutritional frozen dessert and methods of manufacture |
| US20050230459A1 (en) * | 2004-04-16 | 2005-10-20 | Johnson Gregory L | Envelope adhesives with flavors and scents |
| PL239788B1 (en) | 2019-09-11 | 2022-01-10 | Reac Poland Spolka Z Ograniczona Odpowiedzialnoscia | Hoist, in particular for changing the position of a seat in a wheelchair |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3087821A (en) * | 1961-11-28 | 1963-04-30 | Robert M Horowitz | Dihydrochalcone derivatives and their use as sweetening agents |
| US3294551A (en) * | 1964-02-24 | 1966-12-27 | Lilly Co Eli | 5-carbocyclicaminotetrazole sweetening agents |
| US3597234A (en) * | 1967-04-14 | 1971-08-03 | Lilly Co Eli | Novel substituted tetrazole and use thereof |
| US3515727A (en) * | 1967-04-14 | 1970-06-02 | Lilly Co Eli | Substituted tetrazole |
| US3899592A (en) * | 1968-04-08 | 1975-08-12 | Lilly Co Eli | Sweetening agent |
| US4031265A (en) * | 1975-06-18 | 1977-06-21 | The United States Of America As Represented By The Secretary Of Agriculture | Method of reducing bitterness in citrus juices |
-
1980
- 1980-02-22 US US06/123,859 patent/US4309446A/en not_active Expired - Lifetime
-
1981
- 1981-02-19 ZA ZA00811114A patent/ZA811114B/en unknown
- 1981-02-19 AT AT81300696T patent/ATE3181T1/en not_active IP Right Cessation
- 1981-02-19 CA CA000371289A patent/CA1153003A/en not_active Expired
- 1981-02-19 EP EP81300696A patent/EP0034925B1/en not_active Expired
- 1981-02-19 PL PL1981229765A patent/PL125343B1/en unknown
- 1981-02-19 AU AU67449/81A patent/AU536205B2/en not_active Ceased
- 1981-02-19 CS CS811205A patent/CS216950B2/en unknown
- 1981-02-19 DE DE8181300696T patent/DE3160213D1/en not_active Expired
- 1981-02-19 GB GB8105308A patent/GB2070599B/en not_active Expired
- 1981-02-19 PT PT72540A patent/PT72540B/en unknown
- 1981-02-19 AR AR284364A patent/AR225344A1/en active
- 1981-02-20 IL IL62175A patent/IL62175A/en unknown
- 1981-02-20 SU SU813248003A patent/SU1066461A3/en active
- 1981-02-20 ES ES499671A patent/ES499671A0/en active Granted
- 1981-02-20 BG BG050914A patent/BG35897A3/en unknown
- 1981-02-20 FI FI810525A patent/FI810525L/en not_active Application Discontinuation
- 1981-02-20 JP JP2482981A patent/JPS56133274A/en active Pending
- 1981-02-20 DK DK76981A patent/DK76981A/en not_active Application Discontinuation
- 1981-02-20 DD DD81227788A patent/DD156531A5/en unknown
- 1981-02-20 GR GR64202A patent/GR73869B/el unknown
- 1981-02-20 NZ NZ196309A patent/NZ196309A/en unknown
- 1981-02-20 PH PH25241A patent/PH16216A/en unknown
- 1981-02-21 RO RO110082A patent/RO86246B/en unknown
- 1981-02-21 RO RO81103484A patent/RO81927A/en unknown
- 1981-02-21 KR KR1019810000571A patent/KR840000499B1/en active
Also Published As
| Publication number | Publication date |
|---|---|
| PH16216A (en) | 1983-08-05 |
| ES8207162A1 (en) | 1982-09-01 |
| PL229765A1 (en) | 1981-09-18 |
| PL125343B1 (en) | 1983-04-30 |
| DD156531A5 (en) | 1982-09-01 |
| BG35897A3 (en) | 1984-07-16 |
| JPS56133274A (en) | 1981-10-19 |
| DK76981A (en) | 1981-08-23 |
| GB2070599B (en) | 1983-11-23 |
| KR830005168A (en) | 1983-08-03 |
| SU1066461A3 (en) | 1984-01-07 |
| RO81927A (en) | 1983-06-01 |
| EP0034925B1 (en) | 1983-05-04 |
| ZA811114B (en) | 1982-10-27 |
| KR840000499B1 (en) | 1984-04-16 |
| RO86246B (en) | 1985-04-01 |
| CS216950B2 (en) | 1982-12-31 |
| RO86246A (en) | 1985-03-15 |
| NZ196309A (en) | 1983-11-18 |
| DE3160213D1 (en) | 1983-06-09 |
| PT72540A (en) | 1981-03-01 |
| AU536205B2 (en) | 1984-04-19 |
| IL62175A0 (en) | 1981-03-31 |
| GB2070599A (en) | 1981-09-09 |
| FI810525L (en) | 1981-08-23 |
| CA1153003A (en) | 1983-08-30 |
| EP0034925A1 (en) | 1981-09-02 |
| PT72540B (en) | 1982-02-10 |
| IL62175A (en) | 1984-08-31 |
| US4309446A (en) | 1982-01-05 |
| AR225344A1 (en) | 1982-03-15 |
| GR73869B (en) | 1984-05-09 |
| ES499671A0 (en) | 1982-09-01 |
| ATE3181T1 (en) | 1983-05-15 |
| AU6744981A (en) | 1981-08-27 |
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